Practical tips guiding you from the classroom to corporate leadership.

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Why Teachers Keep Losing to Less Qualified Candidates (and how to fix it)

Let's get one thing straight before we dive in. Teachers. don’t. lose. out. because. they. lack. skills. They lose because they explain what they did, while other candidates explain what was broken. Hiring managers don’t want "I worked hard, see?!".They need diagnosis and stabilization. Here’s w...

Jan 24, 2026

The Job Market Isn't Broken. You're Just Using Advice from 2022.

*]:pointer-events-auto scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto" tabindex="-1"> Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for TeachersEdskip helps educators find high-paying roles in EdTech w...

Jan 17, 2026

Ask the Dumb Question. I Mean It.

“I don’t know what I don’t know.”Every week, I hear job seekers ask the same things… but with a little shame in their voice, like they should already know the answers. These questions aren’t actually dumb. They’re a sign of overwhelm or unclear goals or just plain not knowing which way to go. So...

Jan 10, 2026

How to find the "business problem" you actually solve.

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for TeachersEdskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Browse Jobs Now * I may receive a commission if you choose to make a purch...

Jan 03, 2026

"Exposure Therapy" Should Be Your New Year's Resolution.

Your resolution: run one solo mock interview every week.Less than 15 minutes. That’s it. You do not need a coach to prepare for interviews. You don't even need an actual interview yet. You need a system you can repeat on your own. Yes, I coach people.And no, you do not need a coach for this part...

Dec 27, 2025

Layoffs are happening. So is hiring. What gives?

The Challenge We’re Solving Today One minute, you see a post about layoffs. The next, someone just got hired. What’s really going on? It feels confusing. You might be asking, “Should I be worried?” or “Am I doing something wrong?” This is my simple take on this. The market is messy right now. B...

Dec 20, 2025

5 Careers for Teachers Who Are Over It

The Challenge We're Solving Today What careers are actually a good fit for teachers... besides the obvious ones? If you’ve spent any time Googling “careers for former teachers,” you already know the top answers: Instructional designCorporate trainingGeneral EdTech These are great paths. But th...

Dec 13, 2025

What's In and What's Out in 2026

The Challenge We’re Solving Today Since you're reading this, your a transitioning educator, and you might still be focusing on things like: “I’m passionate” “I care about students” “I’m a hard worker” Those are all good things. But in 2026, it’s not enough. Now, companies want to know: ...

Dec 06, 2025

Your Principal's Feedback Doesn't Matter Here

Read on my website / Read time: 4 minutes We've all been there. You had to sit through a post-observation meeting and walked out feeling smaller than you walked in. The comments stab you in the gut. “Needs stronger data use.”“Too quiet in meetings.”“Could improve time-on-task.” Blahhhh, blah b...

Nov 29, 2025

You’re Not “Selling Out” by Leaving Teaching

Nov 22, 2025

“Networking feels awkward. Do I really need to do it?”

Read on my website / Read time: 4 minutes This issue is brought to you by: What if Your Next Classroom Had Wings?You’ve shaped lives on the ground. Now imagine the impact you could make at 30,000 feet. Delta Air Lines is looking for educators who are ready to trade lesson plans for flight plan...

Nov 15, 2025

The fastest path is not more skills. It's fewer promises.

Let me tell you a quick story. Maya was a middle school teacher for nearly 10 years. Super sharp, super organized, and completely worn out from the classroom. She wanted out. Not because she didn’t love teaching, but because she wanted to work in a quieter space. She had her eye on something cal...

Nov 08, 2025

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Practical tips guiding you from the classroom to corporate leadership.

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